142885-92-5

Basic information

• Product Name: 5-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]thio]-1H-benziMidazole N-Oxide
• Synonyms: 5-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]thio]-1H-benziMidazole N-Oxide;Omeprazole Sulfide N-Oxide;4-methoxy-2-(((5-methoxy-1H-benzo[d]imidazol-2-yl)thio)methyl)-3,5-dimethylpyridine 1-oxide;Omeprazole Impurity 26;5-methoxy-2-[[(4-methoxy-3,5-dimethylpyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzimidazole;Ufiprazole Impurity 1
• CAS NO: 142885-92-5
• Molecular Formula: C₁₇H₁₉N₃O₃S
• Molecular Weight: 345.41606
• Product Categories: Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 142885-92-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 186-188 °C
• Boiling Point: 632.6±65.0 °C(Predicted)
• Appearance: /
• Density: 1.31±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Slightly), Methanol (Sl
• PKA: 9.42±0.10(Predicted)
• CAS DataBase Reference: 5-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]thio]-1H-benziMidazole N-Oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]thio]-1H-benziMidazole N-Oxide(142885-92-5)
• EPA Substance Registry System: 5-Methoxy-2-[[(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl]thio]-1H-benziMidazole N-Oxide(142885-92-5)

Safety Data

• Hazardous Substances Data: 142885-92-5(Hazardous Substances Data)

Usage

Uses

5-Methoxy-2-[[(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl]thio]-1H-benzimidazole N-Oxide is a metabolite of Omeprazole (O635000), an proton inhibitor used as an antiulcerative agent.

Upstream product

• 848694-10-0 2-chloromethyl-3,5-dimethyl-4-methoxypyridine-N-oxide 
• 37052-78-1 2-Mercapto-5-methoxybenzimidazole 
• 142885-90-3 5-METHOXY-2-((3,5-DIMETHYL-4-NITRO-2-PYRIDINYL-N-OXIDE)-METHYLTHIO)-1H-BENZIMIDAZOLE 
• 75-09-2 dichloromethane 
• 86604-75-3 2-(chloromethyl)-4-methoxy-3,5-dimethylpyridine hydrochloride 

Downstream Products

• 73590-58-6 omeprazole 

Relevant articles and documents

Efficient synthesis of N-Oxide derivatives: Substituted 2-(2-(pyridyl-N-oxide)methylsulphinyl)benzimidazoles

Different substituted 2-chloromethylpyridyl derivatives (6a-d) were oxidized with mCPBA to give the respective 2-chloromethylpyridine-N-oxide derivatives (7a-d) at low temperature, which on condensation with 2-mercapto-1H-benzimidazole (8a-c) in the presence of aprotic solvents give the 2-[[(pyridin-2-yl-1-oxide)methyl]sulfanyl]-1H-benzimidazole (9a-d) in good yield. Finally, 9a-d oxidized with mCPBA in chlorinated solvent gives a mixture of 2-[[(pyridin-2-yl-1-oxide)methyl]sulfonyl]-1H-benzimidazole (3a-d, 10%) and 2-[[(pyridin-2-yl-1-oxide) methyl]sulfinyl]-1H-benzimidazole (4a-d, 90%) derivatives. Copyright Taylor & Francis Group, LLC.